ChemicalBook CAS DataBase List 4-(4-Aminophenoxy)-N-methylpicolinamide

4-(4-Aminophenoxy)-N-methylpicolinamide synthesis

5synthesis methods

Product Name:4-(4-Aminophenoxy)-N-methylpicolinamide
CAS Number:284462-37-9
Molecular formula:C13H13N3O2
Molecular Weight:243.26

To a solution of 4-aminophenol (1 g, 9.2 mmol) in DMF (20 mL) was added 1M potassium ier/-butoxide in THF (9.7 mL, 9.7 mmol) at room temperature. After 2h, (4-chloro(2-pyridyl))-N- methyl carboxamide (1.6 g, 9.2 mmol) and potassium carbonate (0.64 g, 4.6 mmol) were added, and then the reaction mixture was heated to 80 °C for 6h. After cooling, the reaction mixture was extracted with ethyl acetate (50 mL). The organic layer was washed with brine (20 mL) and dried over magnesium sulfate. The solvent was removed in vacuo. The residue was purified by column chromatography to afford 4-(4-Aminophenoxy)-N-methylpicolinamide (2.2 g, 80 %) as a light-brown solid.

864272-34-4 Synthesis

864272-34-4
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284462-37-9
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Yield:284462-37-9 97%

Reaction Conditions:

with hydrogen;nickel in tetrahydrofuran;methanol at 20;Product distribution / selectivity;

Steps:

a.c

c) 3.7 g (17.11 mmol) 136 are hydrogenated with 2 g Raney-Ni in THF/MeOH at room temperature. After customary workup, 3.1 g (97 %) 25 (Rt. = 0.64 min (method C) ) is obtained as orange solid.

References:

WO2005/82853,2005,A1 Location in patent:Page/Page column 209

73771-11-6 Synthesis